IE60004B1 - Antiarrhythmic agents - Google Patents
Antiarrhythmic agentsInfo
- Publication number
- IE60004B1 IE60004B1 IE88688A IE88688A IE60004B1 IE 60004 B1 IE60004 B1 IE 60004B1 IE 88688 A IE88688 A IE 88688A IE 88688 A IE88688 A IE 88688A IE 60004 B1 IE60004 B1 IE 60004B1
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- compound
- pharmaceutically acceptable
- evaporated
- acceptable salt
- Prior art date
Links
- 239000003416 antiarrhythmic agent Substances 0.000 title claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 57
- 150000003839 salts Chemical class 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000000543 intermediate Substances 0.000 abstract description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 61
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 238000002360 preparation method Methods 0.000 description 21
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
- 238000004458 analytical method Methods 0.000 description 15
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- NPJAJPXYAHTSQW-UHFFFAOYSA-N n-(4-nitrophenoxy)propan-2-imine Chemical compound CC(C)=NOC1=CC=C([N+]([O-])=O)C=C1 NPJAJPXYAHTSQW-UHFFFAOYSA-N 0.000 description 1
- FTHKZXTYWRMMLB-UHFFFAOYSA-N n-[4-[[[5-(methanesulfonamido)-2,3-dihydro-1h-inden-2-yl]-methylamino]methyl]phenyl]methanesulfonamide Chemical compound C1C2=CC=C(NS(C)(=O)=O)C=C2CC1N(C)CC1=CC=C(NS(C)(=O)=O)C=C1 FTHKZXTYWRMMLB-UHFFFAOYSA-N 0.000 description 1
- VXWHADHRILZRLS-UHFFFAOYSA-N n-benzyl-n-methyl-2,3-dihydro-1h-inden-2-amine;hydrochloride Chemical compound Cl.C1C2=CC=CC=C2CC1N(C)CC1=CC=CC=C1 VXWHADHRILZRLS-UHFFFAOYSA-N 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- 210000003540 papillary muscle Anatomy 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000009090 positive inotropic effect Effects 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 210000005241 right ventricle Anatomy 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/18—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Quinoline Compounds (AREA)
- Furan Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB878707122A GB8707122D0 (en) | 1987-03-25 | 1987-03-25 | Antiarrhythmic agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE880886L IE880886L (en) | 1988-09-25 |
| IE60004B1 true IE60004B1 (en) | 1994-05-18 |
Family
ID=10614608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE88688A IE60004B1 (en) | 1987-03-25 | 1988-03-24 | Antiarrhythmic agents |
Country Status (11)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8707122D0 (en) * | 1987-03-25 | 1987-04-29 | Pfizer Ltd | Antiarrhythmic agents |
| US5006523A (en) * | 1989-10-26 | 1991-04-09 | E. R. Squibb & Sons, Inc. | Antiarrhythmic agents: aryl cyanoguanidine potassium channel blockers |
| DK148292D0 (da) * | 1992-12-09 | 1992-12-09 | Lundbeck & Co As H | Forbindelser |
| US5382587A (en) * | 1993-06-30 | 1995-01-17 | Merck & Co., Inc. | Spirocycles |
| US5403846A (en) * | 1993-11-22 | 1995-04-04 | Merck & Co., Inc. | Spirocycles |
| US5439914A (en) * | 1994-02-18 | 1995-08-08 | Merck & Co., Inc. | Spirocycles |
| CN1166622C (zh) * | 1995-02-01 | 2004-09-15 | 法玛西雅厄普约翰美国公司 | 作为选择性多巴胺d3配体的2-氨基-1,2-二氢化茚 |
| DE19547263C2 (de) * | 1995-12-07 | 1999-04-29 | Cardiotec Inc | Amidinohydrazone vom Benzo[b]furan abgeleiteter Ketone, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| US6083991A (en) | 1997-06-04 | 2000-07-04 | University Of Florida Research Foundation, Inc. | Anti-arrhythmic composition and methods of treatment |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2456911A (en) * | 1945-05-04 | 1948-12-21 | Wyeth Corp | Disubstituted acetamidyl derivatives of amino quinolines |
| GB1024650A (en) * | 1961-11-03 | 1966-03-30 | Byk Gulden Lomberg Chem Fab | Benzofuran derivatives and process for their production |
| US3513239A (en) * | 1967-03-15 | 1970-05-19 | Smithkline Corp | Pharmaceutical compositions containing 2-aminoalkyl coumaran derivatives and methods of treating depression therewith |
| US3923813A (en) * | 1969-12-19 | 1975-12-02 | Christiaens Sa A | Derivatives of 2-aminoindanes |
| US4192888A (en) * | 1978-04-10 | 1980-03-11 | Smithkline Corporation | Pharmaceutical compositions and method of inhibiting phenylethanolamine N-methyltransferase |
| CA1175851A (en) * | 1980-09-26 | 1984-10-09 | Beecham Group Limited | Secondary amines |
| US4435422A (en) * | 1982-09-15 | 1984-03-06 | Abbott Laboratories | 5-Substituted 2,3-dihydrobenzofuran-2-carboxylic acids and their use in diuretic compositions |
| US4656190A (en) * | 1983-11-14 | 1987-04-07 | Merck & Co., Inc. | Indene derivatives and their use as PAF-antagonists |
| EP0164865B1 (en) * | 1984-05-04 | 1988-12-21 | The Upjohn Company | N-(aminoalkylphenyl)sulfonamides their preparation and therapeutic use |
| GB8412045D0 (en) * | 1984-05-11 | 1984-06-20 | Unilever Plc | Detergent compositions |
| GB8707122D0 (en) * | 1987-03-25 | 1987-04-29 | Pfizer Ltd | Antiarrhythmic agents |
-
1987
- 1987-03-25 GB GB878707122A patent/GB8707122D0/en active Pending
-
1988
- 1988-02-22 US US07/158,465 patent/US4829071A/en not_active Expired - Fee Related
- 1988-03-23 PT PT87050A patent/PT87050B/pt not_active IP Right Cessation
- 1988-03-24 AT AT88302599T patent/ATE53996T1/de active
- 1988-03-24 DE DE8888302599T patent/DE3860245D1/de not_active Expired - Lifetime
- 1988-03-24 ES ES88302599T patent/ES2016408B3/es not_active Expired - Lifetime
- 1988-03-24 EP EP88302599A patent/EP0286277B1/en not_active Expired - Lifetime
- 1988-03-24 IE IE88688A patent/IE60004B1/en not_active IP Right Cessation
- 1988-03-24 DK DK160688A patent/DK170201B1/da not_active IP Right Cessation
- 1988-03-25 JP JP63071712A patent/JPS63255266A/ja active Granted
-
1989
- 1989-01-30 US US07/303,226 patent/US5130334A/en not_active Expired - Fee Related
-
1990
- 1990-06-21 GR GR90400345T patent/GR3000581T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US5130334A (en) | 1992-07-14 |
| PT87050B (pt) | 1992-07-31 |
| EP0286277B1 (en) | 1990-06-20 |
| EP0286277A1 (en) | 1988-10-12 |
| IE880886L (en) | 1988-09-25 |
| DK170201B1 (da) | 1995-06-12 |
| JPS63255266A (ja) | 1988-10-21 |
| ES2016408B3 (es) | 1990-11-01 |
| US4829071A (en) | 1989-05-09 |
| GB8707122D0 (en) | 1987-04-29 |
| JPH0518828B2 (enrdf_load_stackoverflow) | 1993-03-15 |
| DE3860245D1 (de) | 1990-07-26 |
| DK160688A (da) | 1989-01-10 |
| ATE53996T1 (de) | 1990-07-15 |
| GR3000581T3 (en) | 1991-07-31 |
| PT87050A (pt) | 1988-04-01 |
| DK160688D0 (da) | 1988-03-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |